(-)-Betaxolol
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(-)-Betaxolol
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CAS No:
93221-48-8
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Formula:
C18H29NO3
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Chemical Name:
(-)-Betaxolol
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Synonyms:
2-Propanol,1-[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]-3-[(1-methylethyl)amino]-,(2S)-;2-Propanol,1-[4-[2-(cyclopropylmethoxy)ethyl]phenoxy]-3-[(1-methylethyl)amino]-,(S)-;(2S)-1-[4-[2-(Cyclopropylmethoxy)ethyl]phenoxy]-3-[(1-methylethyl)amino]-2-propanol;(S)-(-)-Betaxolol;(-)-Betaxolol;(S)-Betaxolol;Levobetaxolol
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CAS No:
Description
(S)-betaxolol is the (S)-enantiomer of betaxolol. It is an enantiomer of a (R)-betaxolol.|Levobetaxolol is a beta-blocker used to lower the pressure in the eye to treat conditions such as glaucoma. It was marketed as a 0.5% ophthalmic solution of levobetaxolol hydrochloride under the trade name Betaxon but has been discontinued.|Levobetaxolol is the S-isomer of betaxolol, a selective beta-1 adrenergic receptor antagonist with anti-glaucoma activity and devoid of intrinsic sympathomimetic activity. When applied topically in the eye, levobetaxolol reduces aqueous humor secretion and lowers the intraocular pressure (IOP).
Drug Information
Used in the treatment of open-angle glaucoma and ocular hypertension.|FDA Label
Levobetaxolol is a selective β1 adrenergic receptor antagonist. It acts to lower intraocular pressure. Levobataxolol is condsidered to be the more active component of the betaxolol racemate.
Levobetaxolol is applied topically to the eye but some does reach systemic circulaton with a Tmax of 3 h.
The mean half life of levobetaxolol is 20 h.
The exact mechanism by which levobetaxolol lowers intraocular pressure is not known. It it thought that antagonism of β-adrenergic receptors may reduce the production of aqueous humour stimulated via the cyclic adenosine monophosphate-protein kinase A pathway. It is also thought that the vasoconstriction produced by antagonism of β adrenergic receptors reduces blood flow to the eye and therefore the ultrafiltration responsible for aqueous humour production. β1 selective antagonists are less effective than non-selective β adrenergic receptor antagonists because β2 receptors make up the bulk of the population in the eye. They do, however, come with the benefit of reduced respiratory complications.
Computed Properties
Molecular Weight:307.4
XLogP3:2.8
Hydrogen Bond Donor Count:2
Hydrogen Bond Acceptor Count:4
Rotatable Bond Count:11
Exact Mass:307.21474379
Monoisotopic Mass:307.21474379
Topological Polar Surface Area:50.7
Heavy Atom Count:22
Complexity:286
Defined Atom Stereocenter Count:1
Covalently-Bonded Unit Count:1
Compound Is Canonicalized:Yes